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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 904919Generated: October 31, 2026

Sodium Iodide → Acetoxymethyl 3-azidomethyl-7-[2-(2-tritylamino-4-thiazolyl)-2-(1-methyl-1-methoxyethoxyimino)-acetamido]-ceph-3-eme-4-carboxylate

https://huagongshe.com/reaction/904919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantChloromethyl acetateHCID 69366—
ReactantIodomethyl acetateHCID 11820084—
Reactant3-Azidomethyl-7-[2-(2-tritylamino-4-thiazolyl)-2-(1-methyl-1-methoxyethoxyimino)-acetamido]-ceph-3-eme-4-carboxylic acidHCID 131713252—
SolventAcetoneHCID 180—
ProductAcetoxymethyl 3-azidomethyl-7-[2-(2-tritylamino-4-thiazolyl)-2-(1-methyl-1-methoxyethoxyimino)-acetamido]-ceph-3-eme-4-carboxylateHCID 131713259—

Reaction Steps

A mixture of 141 mg of chloromethyl acetate, 225 mg of sodium iodide and 4 ml of acetone was refluxed for 40 minutes and was cooled to obtain a suspension of iodomethyl acetate. Using the procedure of Step B of Example 6, 739 mg of 3-azidomethyl-7-[2-(2-tritylamino-4-thiazolyl)-2-(1-methyl-1-methoxy-ethoxyimino)-acetamido]-ceph-3-eme-4-carboxylic acid and the said suspension were reacted to obtain 698 mg of the syn isomer of acetoxymethyl 3-azidomethyl-7-[2-(2-tritylamino-4-thiazolyl)-2-(1-methyl-1-methoxyethoxyimino)-acetamido]-ceph-3-eme-4-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04420478
Source datasetuspto-grants-1983_12
ORD IDord-ba53b00d6ce94feea7d70234a0424415
Source noteuspto-grants-1983_12